4,5-diphenyldihydrofuran-2(3H)-one | 20453-83-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 4,5-diphenyldihydrofuran-2(3H)-one
• 英文别名: 4,5-diphenyl-dihydro-furan-2-one；4,5-Diphenyl-dihydro-furan-2-on；4,5-Diphenyloxolan-2-one
• CAS: 20453-83-2
• 化学式: C₁₆H₁₄O₂
• 分子量: 238.286
• InChiKey: HSIFUOWGIIPHFW-UHFFFAOYSA-N

物化性质

• 熔点：
  130 °C
• 沸点：
  410.6±45.0 °C(Predicted)
• 密度：
  1.164±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  肉桂酸乙酯 在 双(三甲基硅烷基)氨基钾 、 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride 、 copper(l) chloride 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 15.0h， 生成 4,5-diphenyldihydrofuran-2(3H)-one
  参考文献：
  名称：

  使用苄基有机硼酸酯和碱催化剂的醛、酮或亚胺的叔烷基化

  摘要：

  报道了使用叔苄基有机硼酸酯的 KHMDS 催化的醛、酮或亚胺的叔烷基化反应。该协议允许使用叔苄基烷基硼酸盐作为...

  DOI：

  10.1246/bcsj.20200122

文献信息

• Reaction of dithio-substituted cinnamyllithium with carbonyl compounds: a test of the HSAB principle
  作者：Jim-Min Fang、Ming-Yi Chen、Wen-Jin Yang

  DOI：10.1016/s0040-4039(00)82231-5

  日期：1988.1

  By mediation of BF3.Et2O, dithio-substituted cinnamyllithium 2 reacted predominantly at the α-site with carbonyl compounds. No selectivity was found when the reaction was performed in the absence of BF3.Et2O.

  通过介导BF 3 .Et 2 O，二硫取代的肉桂基锂2主要在α位与羰基化合物反应。当在不存在BF 3 .Et 2 O的情况下进行反应时，没有发现选择性。
• Carbon—carbon bond formation using manganese(iii) acetate as an electrochemical mediator
  作者：Ryushi Shundo、Ikuzo Nishiguchi、Yoshiharu Matsubara、Tsuneaki Hirashima

  DOI：10.1016/s0040-4020(01)87071-x

  日期：——

  Anodic oxidation in a solution containing a variety of olefins and a small amount of Mn(OAc)2.4H2O brought about Mn+3-mediated carbon-carbon bond formation, such as efficient carboxymethylation of styrene derivatives to the corresponding gamma-aryl-gamma-butyrolactones, and selective coupling of active methylene compounds with non-activated monoolefins, unconjugated dienes or 5-arylpent-1-enes.
• XI.—Reduction of desyleneacetic acid, and the constitution of Zinin's pyroamaric acid
  作者：Francis Robert Japp、George Druce Lander

  DOI：10.1039/ct8977100154

  日期：——
• Wang, Siu Ling B.; Su, Jing; Wulff, William D., Journal of the American Chemical Society, 1992, vol. 114, # 26, p. 10665 - 10666
  作者：Wang, Siu Ling B.、Su, Jing、Wulff, William D.、Hoogsteen, Karst

  DOI：——

  日期：——
• Benzotriazole- and 1,2,4-Triazole-Stabilized Allylic Anions:  Applications in Syntheses of Functionalized α,β-Unsaturated Ketones, γ-Lactones, γ-Lactams, and β-Substituted Esters
  作者：Alan R. Katritzky、Daming Feng、Hengyuan Lang

  DOI：10.1021/jo961396t

  日期：1997.2.1

  Deprotonated 1-(benzotriazol-1-yl)-1-ethoxy-2-hexene (7) reacted with alkyl halides, aldehydes, ketones, imines, and alpha-beta-unsaturated esters to give exclusively the alpha-alkylated products 8a-c, 10a,b, 12, 14, 16, and 18a,b, respectively. Without isolation, these products were hydrolyzed under mild conditions to generate the corresponding simple or functionalized alpha,beta-unsaturated ketones 9a-c, 11a,b, 13, 15, 17, and 19a,b. Similar reactions with the phenyl-substituted analog 3-(benzotriazol-1-yl)-3-ethoxy-1-phenyl-1-propene (21) also gave the analogous alpha-products, but they were accompanied by small amount of the gamma-products in most cases. By contrast, deprotonation of the corresponding triazole derivative 29 with butyllithium followed by reactions with alkyl halides, aldehydes, ketones, or imines yielded exclusively gamma-alkylated adducts 32, 34, 36, 38, 40, and 42. Intermediates 32, 34, 36, 38, 40, and 42 were readily converted into beta-substituted esters 33a-c, gamma-lactones 35a,b, 39, 41, and 43, and gamma-lactams 37a-c on hydrolysis.